HRID714892

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID176

Acetic Acid

C2H4O2

HCID75655

4-(4-Morpholino)aniline

C10H14N2O

结构：CC(C)(C)OC(=O)N1CC(C2(C#N)CCN(c3ccnc(Cl)n3)C2=O)C1

HCID117839931

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CC(C2(C#N)CCN(c3ccnc(Nc4ccc(N5CCOCC5)cc4)n3)C2=O)C1

HCID117841019

未命名化合物

收率 25.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID263

1-Butanol

C4H10O

PROCEDURE

实验过程

A solution of tert-butyl 3-(1-(2-chloropyrimidin-4-yl)-3-cyano-2-oxopyrrolidin-3-yl)azetidine-1-carboxylate (100 mg) obtained in Step D of Example 309, 4-morpholinoaniline (61 mg) and acetic acid (50 μL) in n-butanol (4.0 mL) was stirred in a microwave reactor at 150° C. for 1 hr, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized (diisopropyl ether/ethyl acetate) to give the title compound (35 mg).

WORKUP

后处理

customthe solvent was evaporated under reduced pressure
customThe residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate)
customrecrystallized (diisopropyl ether/ethyl acetate)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a0156fc3a76a44428a5b77908a7882aa
来源数据集: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09187453B2
来源说明: uspto-grants-2015_11

反应 SMILES

Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:12][CH2:11][C:10]([CH:15]3[CH2:18][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16]3)([C:13]#[N:14])[C:9]2=[O:26])[CH:5]=[CH:4][N:3]=1.[O:27]1[CH2:32][CH2:31][N:30]([C:33]2[CH:39]=[CH:38][C:36]([NH2:37])=[CH:35][CH:34]=2)[CH2:29][CH2:28]1.C(O)(=O)C>C(O)CCC>[C:13]([C:10]1([CH:15]2[CH2:18][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16]2)[CH2:11][CH2:12][N:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:37][C:36]3[CH:35]=[CH:34][C:33]([N:30]4[CH2:31][CH2:32][O:27][CH2:28][CH2:29]4)=[CH:39][CH:38]=3)[N:7]=2)[C:9]1=[O:26])#[N:14]